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Chris Redfield and Leon Kennedy work for two different organizations, and have no reason to interact with each other. But they do share one connection—Chris' sister Claire.

Following the Mansion Incident in 1998, Chris set out for Europe on his own, determined to bring down Umbrella. Before he left, he neglected to inform Claire as to his whereabouts, so she came to Raccoon City to find him. There she met Leon, and together they fought their way out of the horrors of Raccoon City. Claire was then reunited with Chris on Rockfort Island.

She loves and respects her brother, and she considers Leon a trusted friend.

With Claire as a mutual contact, it would only be a matter of time before the two met. Although the interactions between their respective organizations are highly restricted, when they finally met, both were able to understand each other's deep convictions, particularly those related to the eradication of bio-organic weapons. The conversation that followed between the two is confidential. However, Hunnigan wrote down the details of their meeting into a report she sent to Adam Benford. Below is an excerpt from that report.

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Terra Save member, Claire Redfield, introduced the two and they shook hands firmly, smiling. It looked almost like they were two friends who hadn't seen each other in 10 years. They didn't say much and it was a short conversation, but I believe they came to understanding of each other's hardships in their battles against bioterrorism.

I believe this meeting was an important step in breaking down the barrier between the U.S. government and the BSAA.